Upper Rd, Middletown, NY Property Records

Sullivan County and Mamakating Town property records for 32 addresses on Upper Rd, Middletown, NY · Last verified August 2026

Upper Rd Highlights

Properties 32
Median Sale Price $395,000
Deeds and Mortgages on File 40
Median Price per Sqft $185
Owner Occupied 78%
Median Annual Tax Bill $10,486
Median Year Built 1987
Median Ownership Tenure 10 years

Properties on Upper Rd

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

15 Upper Rd

3 bd · 3.5 ba · 2,272 sqft · 2 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$490,000Apr 2023 $13,7112025 Amount on Record Jan 2008 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

16 Upper Rd

3 bd · 2 ba · 1,950 sqft · 13.9 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$21,9012025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

33 Upper Rd

2 bd · 1.5 ba · 1,542 sqft · 2.11 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$28,500Sep 1995 $10,2292025 1 Name on Record Owner Occupied AssessorUpdated May 2026

37 Upper Rd

4 bd · 2.5 ba · 2,904 sqft · 2.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$340,000Oct 2016 $11,7762025 Amount on Record Nov 2009 2 Names on Record Owner Occupied AssessorUpdated May 2026

40 Upper Rd

3 bd · 2 ba · 2,020 sqft · 2.3 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$131,000Jun 1999 $9,6282025 Amount on Record May 1996 2 Names on Record Owner Occupied AssessorUpdated May 2026

41 Upper Rd

4 bd · 3.5 ba · 3,036 sqft · 5.18 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$351,319Feb 2016 $14,9352025 Amount on Record Jul 2010 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

57 Upper Rd

3 bd · 2 ba · 1,677 sqft · 3.16 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$137,750Apr 2024 $10,5342025 1 Name on Record Assessor + 1 DocumentUpdated May 2026

68 Upper Rd

4 bd · 2.5 ba · 2,112 sqft · 0.839 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$230,000Feb 2014 $8,9362025 Amount on Record May 2006 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

74 Upper Rd

4 bd · 3.5 ba · 2,170 sqft · 1.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$395,000Jul 2023 $10,1412025 Amount on Record Oct 2020 2 Names on Record Assessor + 7 DocumentsUpdated Aug 2026

77 Upper Rd

4 bd · 3 ba · 2,162 sqft · 1.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$399,999Jul 2022 $11,0792025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

85 Upper Rd

5 bd · 3 ba · 2,516 sqft · 0.81 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$10,6672025 1 Name on Record Owner Occupied AssessorUpdated May 2026

90 Upper Rd

4 bd · 1.5 ba · 1,580 sqft · 1.6 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$410,000Feb 2024 $8,9622025 Amount on Record Apr 2009 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

105 Upper Rd

3 bd · 1.5 ba · 1,936 sqft · 2.13 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$130,000Oct 1998 $8,7872025 —Sep 1998 1 Name on Record Owner Occupied AssessorUpdated May 2026

112 Upper Rd

4 bd · 2.5 ba · 3,064 sqft · 1.23 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$11,4762025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

122 Upper Rd

7 bd · 4 ba · 3,496 sqft · 2.41 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$319,300Jul 2018 $12,6382025 Amount on Record Jan 1996 1 Name on Record Assessor + 3 DocumentsUpdated May 2026

125 Upper Rd

3.53 acres

Last Sale Tax Bill Prior Sale Owner Records
$18,000Oct 1998 $2,8442025 1 Name on Record AssessorUpdated May 2026

153 Upper Rd

3 bd · 3 ba · 1,664 sqft · 1.8 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$385,000Oct 2021 $12,1672025 Amount on Record Aug 2016 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

168 Upper Rd

4 bd · 3 ba · 3,590 sqft · 3 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$405,000Feb 2006 $10,2542025 Amount on Record May 1998 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

169 Upper Rd

3 bd · 2.5 ba · 2,498 sqft · 2.88 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$225,000Nov 2013 $9,0432025 Amount on Record Jun 2010 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

175 Upper Rd

4 bd · 3 ba · 1,944 sqft · 1.53 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$260,000Oct 2014 $12,2012025 Amount on Record Jan 2014 2 Names on Record Owner Occupied AssessorUpdated May 2026

179 Upper Rd

2 bd · 2 ba · 2,334 sqft · 1.71 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$267,500Jan 2017 $10,5202025 Amount on Record Feb 2013 1 Name on Record Assessor + 1 DocumentUpdated May 2026

185 Upper Rd

3 bd · 2.5 ba · 1,624 sqft · 2.56 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$11,4102025 2 Names on Record Owner Occupied AssessorUpdated May 2026

189 Upper Rd

3 bd · 2 ba · 1,344 sqft · 2.43 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$8,2742025 2 Names on Record Owner Occupied AssessorUpdated May 2026

205 Upper Rd

3 bd · 1 ba · 925 sqft · 0.98 acres

Last Sale Tax Bill Prior Sale Owner Records
$172,500Jul 2010 $5,3082025 Amount on Record Apr 2009 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

225 Upper Rd

2 bd · 1 ba · 1,800 sqft · 1.43 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$260,000Mar 2025 $7,5012025 Amount on Record Sep 2024 1 Name on Record Assessor + 1 DocumentUpdated Jun 2026

235 Upper Rd

3 bd · 2.5 ba · 1,829 sqft · 1.68 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$8,9762025 2 Names on Record Owner Occupied AssessorUpdated May 2026

245 Upper Rd

2 bd · 1 ba · 1,182 sqft · 6.5 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$7,1802025 2 Names on Record AssessorUpdated May 2026

252 Upper Rd

4 bd · 2 ba · 2,180 sqft · 1.33 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$305,000Aug 2019 $9,0112025 Amount on Record Jul 2007 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

255 Upper Rd

3 bd · 2 ba · 1,806 sqft · 6.85 acres

Last Sale Tax Bill Prior Sale Owner Records
$204,000Aug 2016 $11,1622025 Amount on Record Apr 2016 2 Names on Record Owner Occupied AssessorUpdated May 2026

256 Upper Rd

4 bd · 2 ba · 2,024 sqft · 1.56 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$309,900May 2007 $10,4722025 Amount on Record Aug 2005 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

257 Upper Rd

2 bd · 2 ba · 1,344 sqft · 1.98 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$152,391Jun 2000 $10,4862025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

261 Upper Rd

3 bd · 2 ba · 1,624 sqft · 1.38 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$35,000Nov 2001 $11,8222025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

Property Records in Nearby Streets